申请人:SCM Corporation
公开号:US04292459A1
公开(公告)日:1981-09-29
Disclosed is a process for the coupling of a Grignard reagent RMgX with an allylic halide in the presence of a dipolar aprotic solvent wherein the improvement, for obtaining improved yield and selectivity, comprises adding a catalyst to said Grignard or allylic halide and then carrying out the coupling reaction by the addition of the Grignard reagent to the allylic halide, said reaction being characterized by the displacement at the gamma position (relative to the halide) of the allylic halide with R of the Grignard reagent, migration of the allylic double bond in the direction of the halogen atom and loss of halogen. The present invention also resides in the discovery of certain novel procedures for the synthesis of Vitamin E. Specific embodiments of this aspect of the invention reside in the syntheses of 6,7-dehydrophytol, 10,11-dihydrofarnesene, phytone, hexahydropseudoionone, and related compounds as precursors for Vitamin E.
揭示了一种在二极无极溶剂存在下,通过向格氏试剂RMgX和烯丙基卤化物的偶联中添加催化剂,然后通过向烯丙基卤化物中加入格氏试剂来进行偶联反应的方法,其中所述改进用于获得改善的产率和选择性,所述反应的特征在于格氏试剂的R取代烯丙基卤化物的γ位(相对于卤化物),烯丙基双键向卤原子方向迁移以及卤素的丢失。本发明还涉及发现某些合成维生素E的新程序。该发明的具体实施例包括合成6,7-去氢蕁麻醇、10,11-二氢法尼烯、蕁麻醇、六氢伪紫罗兰酮和相关化合物作为维生素E的前体。